Nitrogen-Nitrogen Radical Coupling-Enabled Precise Difunctionalization of Carbon-Nitrogen Double Bonds

In this study, we have developed a metal-free, photoinduced energy transfer strategy for the efficient difunctionalization of carbon-nitrogen double bonds (C=N). Utilizing oxime ester-based bifunctional reagents, we have achieved direct radical difunctionalization of C=N bonds through nitrogen-nitrogen radical coupling, with over 35 examples and yields up to 96%. This method exhibits broad substrate scope, being compatible with a variety of carboxylic acids and biologically active molecules, thus offering a novel approach for the difunctionalization of heteroatom-containing unsaturated bonds in synthetic chemistry.